Hydrazinecarboxylic acid, ethyl ester → 5-(1,3-Benzoxazol-2-yl)-1,2-dihydro-3H-1,2,4-triazol-3-one

HRID 2287164Notes

Reaction equation

HRID 2287164 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10](=[NH:13])OC.[C:14](OCC)(=[O:17])[NH:15][NH2:16]>O1CCOCC1>[NH:13]1[C:10]([C:2]2[O:1][C:5]3[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=3[N:3]=2)=[N:16][NH:15][C:14]1=[O:17]

Participants

4

Reactant 2

HCID 20064Hydrazinecarboxylic acid, ethyl esterHCID 23459700HCID 23459700, compound

Product 1

HCID 1355938695-(1,3-Benzoxazol-2-yl)-1,2-dihydro-3H-1,2,4-triazol-3-one

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Methyl benzoxazole-2-imidate, 8.0 g. and 5.2 g. of ethyl carbazate in 60 ml. of dioxane was heated at 110° overnight. After evaporation of solvent, the residue was suspended in 45 ml. of Dowtherm A and heated at 220° for 15 minutes. The precipitated product was filtered, washed with CH2Cl2, CH3OH, and dried to give 3.6 g. of solid, mp. >300°.

Workup

  1. customAfter evaporation of solvent
  2. temperatureof Dowtherm A and heated at 220° for 15 minutes
  3. filtrationThe precipitated product was filtered
  4. washwashed with CH2Cl2, CH3OH
  5. customdried
  6. customto give 3.6 g

Sources & evidence

ORD record
ord-8d346afda078489c8930f1589290b3dc
Source dataset
uspto-grants-1981_05
Patent number
US04269846

Reaction notes

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